2-(arylsulfinylmethyl)oxazinanes: chiral carbonyl equivalents. Application to the asymmetric synthesis of 1,2,3,4-tetrahydro-beta-carbolines

摘要

2-(p-Tolylsulfinylmethyl)oxazinane, a chiral carbonyl equivalent, has been synthesised and used for the diastereoselective synthesis of tetrahydro-beta-carbolines including intermediates of yohimbine and herman alkaloids. A fair degree of diastereoselectivity, comparable with other approaches, has been achieved. (C) 2004 Elsevier Ltd. All rights reserved.