Stereoselective total synthesis of (3R,8S)-falcarindiol, a common polyacetylenic compound from umbellifers
The first stereoselective total synthesis of (3R,8S)-falcarindiol (1) from L-tartaric acid and D-xylose is reported, via the Cadiot-Chodkiczwicz reaction, to couple 1-bromoalkyne (2) with 3(R)-(tert-butyldiphenylsilyloxy)- 1-penten-4-yne (3).