{"id":5525,"date":"2015-06-29T18:12:45","date_gmt":"2015-06-29T10:12:45","guid":{"rendered":"\/\/www.gsbet888.com\/?p=5525"},"modified":"2019-08-02T18:55:24","modified_gmt":"2019-08-02T10:55:24","slug":"demayo%e5%8f%8d%e5%ba%94de-mayo-reaction","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/reactions\/2015\/06\/demayo%e5%8f%8d%e5%ba%94de-mayo-reaction.html","title":{"rendered":"deMayo\u53cd\u5e94(de Mayo Reaction)"},"content":{"rendered":"<h4>\u6982\u8981<\/h4>\n<p>1,3-\u4e8c\u7fb0\u57fa\u5316\u5408\u7269\u4e0e\u70ef\u70c3\u5728\u5149\u50ac\u5316\u6761\u4ef6\u4e0b\uff0c\u73af\u5316\u52a0\u6210\u540e\u518d\u5f00\u73af\u5f97\u52301,5-\u4e8c\u7fb0\u57fa\u4ea7\u7269\u7684\u624b\u6cd5\u3002<\/p>\n<p>&nbsp;<\/p>\n<h4>\u57fa\u672c\u6587\u732e<\/h4>\n<ul>\n<li>de Mayo, P. et al. <em>Proc. Chem. Soc. London<\/em> <strong>1962<\/strong>, 119.<\/li>\n<li>de Mayo, P.; Takeshita, H. <em>Can. J. Chem.<\/em> <strong>1963<\/strong>, <em>41<\/em>, 440.<\/li>\n<li>Challand, B. D.; Hikino, H.; Kornis, G.; Lange, G.; de Mayo, P. <em>J. Org. Chem.<\/em> <strong>1969<\/strong>, <em>34<\/em> , 794. DOI:<a class=\"ext-link ext-icon-2\" title=\"\" href=\"http:\/\/dx.doi.org\/10.1021\/jo01256a006\">10.1021\/jo01256a006<\/a><\/li>\n<li>de Mayo, P. <em>Acc. Chem. Res.<\/em> <strong>1971<\/strong>, <em>4<\/em>, 41. DOI: <a class=\"ext-link ext-icon-2\" title=\"\" href=\"http:\/\/dx.doi.org\/10.1021\/ar50038a001\">10.1021\/ar50038a001<\/a><\/li>\n<\/ul>\n<p>&lt;photochemical reaction in total synthesis&gt;<\/p>\n<ul>\n<li>Hoffmann, N. <em>Chem. Rev.<\/em> <strong>2008<\/strong>, <em>108<\/em>, 1052. DOI: <a class=\"ext-link ext-icon-2\" title=\"\" href=\"http:\/\/dx.doi.org\/10.1021\/cr0680336\">10.1021\/cr0680336<\/a><\/li>\n<li>Bach, T.; Hehn, J. P. <em>Angew. Chem. Int. Ed.<\/em> <strong>2011<\/strong>, <em>50<\/em>, 1000. DOI: <a class=\"ext-link ext-icon-2\" title=\"\" href=\"http:\/\/dx.doi.org\/10.1002\/anie.201002845\">10.1002\/anie.201002845<\/a><\/li>\n<\/ul>\n<p>&nbsp;<\/p>\n<h4>\u53cd\u5e94\u673a\u7406<\/h4>\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2015\/06\/deMayo_3.gif\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-5527 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2015\/06\/deMayo_3.gif\" alt=\"deMayo_3\" width=\"494\" height=\"192\" \/><\/a><\/p>\n<p>&nbsp;<\/p>\n<h4>\u53cd\u5e94\u5b9e\u4f8b<\/h4>\n<p>Ingenol\u7684\u5408\u6210[1]\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2015\/06\/deMayo_2.gif\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-5528 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2015\/06\/deMayo_2.gif\" alt=\"deMayo_2\" width=\"511\" height=\"130\" \/><\/a><\/p>\n<p>&nbsp;<\/p>\n<h4>\u5b9f\u9a13\u624b\u9806<\/h4>\n<p>\u82ef\u7094\u4f5c\u4e3a\u5e95\u7269\u7684\u53cd\u5e94\u5b9e\u4f8b[2]\n<p><a href=\"https:\/\/assets.www.gsbet888.com\/uploads\/2015\/06\/deMayo_0.gif\"><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-5529 size-full\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2015\/06\/deMayo_0.gif\" alt=\"deMayo_0\" width=\"427\" height=\"87\" \/><\/a><\/p>\n<p>&nbsp;<\/p>\n<blockquote><p>\u5728\u88c5\u5907\u6709\u51b7\u51dd\u7ba1\u30fb\u6e29\u5ea6\u8ba1\u30fb\u6405\u62cc\u5b50\u7684\u5e72\u71e5\u7684500mL\u4e09\u9888\u5706\u5e95\u70e7\u74f6\u4e2d\uff0c\u6c2e\u6c14\u4fdd\u62a4\u4e0b\u52a0\u5165CsF (19.7 g, 130 mmol, 2.5 equiv)\uff0c\u4e00\u8fb9\u6405\u62cc\u4e00\u8fb9\u7528\u6ce8\u5c04\u5668\u52a0\u5165\u4e59\u9170\u4e59\u9178\u7532\u916f(5.60 mL, 6.01 g, 51.8 mmol, 1.00 equiv)\u4e0e2-(trimethylsilyl)phenyl trifluoromethanesulfonate (15.7 mL, 19.3 g, 64.7mmol, 1.25 equiv)\u3002\u6cb9\u6d74\u52a0\u70ed\u56de\u6d4140\u5206\u949f\uff0c\u968f\u7740\u52a0\u70ed\u7684\u8fdb\u884c\u6eb6\u6db2\u4ece\u6d51\u6d4a\u6db2\u53d8\u6210\u9ec4\u8272\u3001\u6a59\u8272\u6700\u540e\u518d\u53d8\u6210\u9ec4\u8272\u6eb6\u6db2\u3002\u51b7\u5374\u5230\u5ba4\u6e29\u540e\uff0c\u6eb6\u6db2\u7528\u9971\u548c\u98df\u76d0\u6c34\uff08200mL\uff09\u7a00\u91ca\uff0c\u6c34\u5c42\u7528\u4e59\u919a\uff083\u00d7200mL\uff09\u8403\u53d6\uff0c\u5408\u5e76\u6709\u673a\u76f8\u5e76\u7528\u65e0\u6c34\u786b\u9178\u94a0\u5e72\u71e5\u3002\u8fc7\u6ee4\u540e\uff0c\u6d53\u7f29\u65cb\u5e72\u5f97\u5230\u6a59\u8272\u6cb9\u72b6\u7269\u8d28\u3002\u6700\u540e\u8fc7\u67f1\u5b50\u7eaf\u5316\u540e\uff0c\u51cf\u538b\u84b8\u998f\uff08124-130\u2103, 0.75 mmHg\uff09\u5f97\u5230\u767d\u8272\u6676\u4f53\u4ea7\u7269\uff086.63 g, 67%\uff09\u3002<\/p>\n<p>&nbsp;<\/p><\/blockquote>\n<h4>\u5b9e\u9a8c\u6280\u5de7<\/h4>\n<p>&nbsp;<\/p>\n<h4>\u53c2\u8003\u6587\u732e<\/h4>\n[1] Winkler, J. D.; Rouse, M. B.; Greaney, M. F.; Harrison, S. J.; Jeon, Y. T. <em>J. Am. Chem. Soc.<\/em> <strong>2002<\/strong>, <em>124<\/em>, 9726. doi:<a class=\"ext-link ext-icon-2\" title=\"\" href=\"http:\/\/dx.doi.org\/10.1021\/ja026600a\">10.1021\/ja026600a<\/a><br \/>\n[4] Ebner, D. C.; Tambar, U. K.; Stoltz. B. M.<em> Org. Synth.<\/em> <strong>2009<\/strong>, <em>86<\/em>, 161. <a class=\"ext-link ext-icon-2\" title=\"\" href=\"http:\/\/orgsyn.org\/demo.aspx?prep=v86p0161\">[website]<\/a><\/p>\n<p>&nbsp;<\/p>\n<p><strong>\u672c\u6587\u7248\u6743\u5c5e\u4e8e\u00a0<a href=\"\/\/www.gsbet888.com\/\">Chem-Station\u5316\u5b66\u7a7a\u95f4<\/a>\uff0c \u6b22\u8fce\u70b9\u51fb\u6309\u94ae\u5206\u4eab\uff0c\u672a\u7ecf\u8bb8\u53ef\uff0c\u8c22\u7edd\u8f6c\u8f7d\uff01<\/strong> <\/p>\n","protected":false},"excerpt":{"rendered":"\u6982\u8981 1,3-\u4e8c\u7fb0\u57fa\u5316\u5408\u7269\u4e0e\u70ef\u70c3\u5728\u5149\u50ac\u5316\u6761\u4ef6\u4e0b\uff0c\u73af\u5316\u52a0\u6210\u540e\u518d\u5f00\u73af\u5f97\u52301,5-\u4e8c\u7fb0\u57fa\u4ea7\u7269\u7684\u624b\u6cd5\u3002 &nbsp; \u57fa\u672c\u6587\u732e de Mayo, P. et al. Proc. Chem. Soc. London 1962, 119. de Mayo, P.; Takeshita, H. Can. J. Chem. 1963, 41, 440. Challand, B. D.; Hikino, H.; Kornis, G.; Lange, G.; de Mayo, P. J. Org. Chem. 1969, 34 , 794. DOI:10.1021\/jo01256a006 de Mayo, P. Acc. Chem. Res. 1971, 4, 41. DOI: 10.1021\/ar50038a001 &lt;photochemical reaction in total synthesis&gt; Hoffmann, N. Chem. Rev. 2008, 108, 1052. DOI: 10.1021\/cr0680336 Bach, T.; Hehn, J. P. Angew. Chem. Int. Ed. 2011, 50, 1000. DOI: 10.1002\/anie.201002845 &nbsp; \u53cd\u5e94\u673a\u7406 &nbsp; \u53cd\u5e94\u5b9e\u4f8b Ingenol\u7684\u5408\u6210[1] &nbsp; \u5b9f\u9a13\u624b\u9806 \u82ef\u7094\u4f5c\u4e3a\u5e95\u7269\u7684\u53cd\u5e94\u5b9e\u4f8b[2] &nbsp; \u5728\u88c5\u5907\u6709\u51b7\u51dd\u7ba1\u30fb\u6e29\u5ea6\u8ba1\u30fb\u6405\u62cc\u5b50\u7684\u5e72\u71e5\u7684500mL\u4e09\u9888\u5706\u5e95\u70e7\u74f6\u4e2d\uff0c\u6c2e\u6c14\u4fdd\u62a4\u4e0b\u52a0\u5165CsF (19.7 g, 130 mmol, 2.5 equiv)\uff0c\u4e00\u8fb9\u6405\u62cc\u4e00\u8fb9\u7528\u6ce8\u5c04\u5668\u52a0\u5165\u4e59\u9170\u4e59\u9178\u7532\u916f(5.60 mL, 6.01 g, 51.8 mmol, 1.00 equiv)\u4e0e2-(trimethylsilyl)phenyl trifluoromethanesulfonate (15.7 [&hellip;]","protected":false},"author":5,"featured_media":5526,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"jetpack_post_was_ever_published":false,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":true,"jetpack_social_options":{"image_generator_settings":{"template":"highway","enabled":false},"version":2}},"categories":[2],"tags":[920,926,927,672],"jetpack_publicize_connections":[],"jetpack_featured_media_url":"https:\/\/assets.www.gsbet888.com\/uploads\/2015\/06\/2014-10-30_15-08-12.png","jetpack_shortlink":"https:\/\/wp.me\/p96op1-1r7","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/5525"}],"collection":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/users\/5"}],"replies":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/comments?post=5525"}],"version-history":[{"count":2,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/5525\/revisions"}],"predecessor-version":[{"id":27890,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/5525\/revisions\/27890"}],"wp:featuredmedia":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/media\/5526"}],"wp:attachment":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/media?parent=5525"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/categories?post=5525"},{"taxonomy":"post_tag","embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/tags?post=5525"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}