138284-33-0Relevant academic research and scientific papers
Diastereoselectivity in the Cyclopropanation of 3,3-Bimetallic Allylic Alcohols. Preparation of Diastereomeric Cyclopropyl Carbinols via a Simple Oxidation-Reduction Sequence
Lautens, Mark,Delanghe, Patrick H. M.
, p. 2474 - 2487 (1995)
A highly diastereoselective cyclopropanation of allylic alcohols, containing a silyl and/or stannyl group using samarium/dihalomethane, provides a variety of bimetallic cyclopropane carbinols in good yield.A comparison with the more traditional Simmons-Sm
Diastereoselectivity in the Hydroxyl-Directed Cyclopropanation of Vinylorganometallic Compounds
Lautens, Mark,Delanghe, Patrick H. M.
, p. 798 - 800 (2007/10/02)
Olefins bearing silicon and/or tin substituents undergo highly diastereoselective cyclopropanation in the presence of Sm/CH2I2.The stereochemistry of the tin moiety has a dramatic effect on the rate of a subsequent transmetalation with MeLi.
