synthesis of syn-γ-amino-β-hydroxyphosphonates by reduction of β-ketophosphonates derived from l-proline and l-serine合成的syn-γ-amino-β-hydroxyphosphonates减少β-ketophosphonates源自l-proline l-serine.pdfVIP

下载本文档

2
0
约4.93万字
约 11页
2017-09-12 发布于上海
举报
版权申诉

synthesis of syn-γ-amino-β-hydroxyphosphonates by reduction of β-ketophosphonates derived from l-proline and l-serine合成的syn-γ-amino-β-hydroxyphosphonates减少β-ketophosphonates源自l-proline l-serine.pdf

1、本文档共11页，可阅读全部内容。
2、原创力文档（book118）网站文档一经付费（服务费），不意味着购买了该文档的版权，仅供个人/单位学习、研究之用，不得用于商业用途，未经授权，严禁复制、发行、汇编、翻译或者网络传播等，侵权必究。
3、本站所有内容均由合作方或网友上传，本站不对文档的完整性、权威性及其观点立场正确性做任何保证或承诺！文档内容仅供研究参考，付费前请自行鉴别。如您付费，意味着您自己接受本站规则且自行承担风险，本站不退款、不进行额外附加服务；查看《如何避免下载的几个坑》。如果您已付费下载过本站文档，您可以点击这里二次下载。
4、如文档侵犯商业秘密、侵犯著作权、侵犯人身权等，请点击“版权申诉”（推荐），也可以打举报电话：400-050-0827(电话支持时间：9:00-18:30)。
5、该文档为VIP文档，如果想要下载，成为VIP会员后，下载免费。
6、成为VIP后，下载本文档将扣除1次下载权益。下载后，不支持退款、换文档。如有疑问请联系我们。
7、成为VIP后，您将拥有八大权益，权益包括：VIP文档下载权益、阅读免打扰、文档格式转换、高级专利检索、专属身份标志、高级客服、多端互通、版权登记。
8、VIP文档为合作方或网友上传，每下载1次，网站将根据用户上传文档的质量评分、类型等，对文档贡献者给予高额补贴、流量扶持。如果你也想贡献VIP文档。上传文档

synthesis of syn-γ-amino-β-hydroxyphosphonates by reduction of β-ketophosphonates derived from l-proline and l-serine合成的syn-γ-amino-β-hydroxyphosphonates减少β-ketophosphonates源自l-proline l-serine

Molecules 2010, 15, 1291-1301; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of syn-γ-Amino-β-hydroxyphosphonates by Reduction of β-Ketophosphonates Derived from L-Proline and L-Serine Mario Ordóñez *, Selene Lagunas-Rivera, Emanuel Hernández-Núñez and Victoria Labastida-Galván Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Mor., México ∗ Author to whom correspondence should be addressed; E-Mail: palacios@ciq.uaem.mx; Tel.: +527773297997; Fax: +527773297997. Received: 14 January 2010; in revised form: 5 February 2010 / Accepted: 2 March 2010 / Published: 4 March 2010 Abstract: The reduction of γ-N-benzylamino-β-ketophosphonates 6 and 10, readily available from L-proline and L-serine, respectively, can be carried out in high diastereoselectivity with catecholborane (CB) in THF at -78 ºC to produce the syn-γ-N- benzylamino-β-hydroxyphosphonates 11 and 13 as a single detectable diastereoisomer, under non-chelation or Felkin-Anh model control. Keywords: β-ketophosphonates; diastereoselective reduction; γ-amino-β-hydroxy- phosphonates 1. Introduction Aminoalkylphosphonic acids are structurally analogous to the amino acids, obtained by isosteric substitution of the planar and less bulky carboxylic acid (CO H) group by a tetrahedral phosphonic a