ASYMMETRIC REDUCTION WITH CHIRAL ORGANOBORANES BASED ON ALPHA-PINENE
ASYMMETRIC REDUCTION WITH CHIRAL ORGANOBORANES BASED ON ALPHA-PINENE
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DOI：
10.1021/ar00013a003
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发表时间：
1992-01-01
影响因子：
18.3
通讯作者：
RAMACHANDRAN, PV
中科院分区：
文献类型：
--
作者：
BROWN, HC;RAMACHANDRAN, PV
目前有机合成的发展趋势表明，不对称合成已成为学术界和工业界许多主要研究人员的主要活动焦点。1沙利度胺婴儿的悲剧强调了实现光学纯药物合成的重要性。2光学拆分作为制备光学纯化合物的一种方法，往往是不经济和不切实际的。通常，合成光学纯材料的最理想的方法是不对称合成。[3]十年前，我们开始了一个由萜烯衍生的手性有机硼烷的不对称合成计划。4包括不对称还原、不对称硼氢化合成、不对称烯丙基和巴豆基硼化、不对称烯醇化、不对称环氧化物开环和不对称同向异构化。蒎烯及衍生的手性辅基
Current trends in organicsynthesis show that asym-metric synthesis has become a primary focus of activity for many of the leading researchers in both the aca-demic and industrial worlds. 1 The tragedy of the thalidomide babies emphasized the importanceof achieving the synthesis of optically pure drugs. 2 Op-tical resolution as a method to prepare optically pure compounds is often uneconomical and impractical. Frequently the most desirable method for synthesizing optically pure materials is asymmetric synthesis. 3 A decade ago we initiated a program on asymmetric syn-thesis via chiral organoboranes derived from terpenes. 4 The program included asymmetric reduction, asym-metric synthesis via hydroboration, asymmetric allyl-and crotylboration, asymmetric enolboration, asym-metric ring opening of epoxides, and asymmetric ho-mologation.-Pinene and pinene-derived chiral auxi-