General synthetic method for preparation of optically active propargyl and allylstannanes

✍ Scribed by Sentaro Okamoto; Shin-ichiro Matsuda; Duk Keun An; Fumie Sato

• Book ID: 104231304
• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 75 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)01247-3

✦ Synopsis

The reaction of chiral allenyltitaniums, generated from optically active secondary propargyl phosphates and a Ti(O-i-Pr) 4 /2 i-PrMgCl reagent, with trialkylstannyl chloride proceeded with a high chirality transfer of more than 93% to afford optically active secondary propargylstannanes in excellent yield, and which, in turn, were converted to optically active (Z)-allylstannanes by reaction with Ti(O-i-Pr) 4 /2 i-PrMgCl and the following hydrolysis.