Stereoselective synthesis of (-)-α-conhydrine and its pyrrolidine analogue
The stereoselective synthesis of (-)-α-conhydrine and its pyrrolidine analogue was achieved from readily available D-erythronolactone. The key step of this synthesis includes a highly regioselective and diastereoselective addition of chlorosulfonyl isocyanate to 1,2-anti-dibenzyl ether to afford the 1,2-anti-amino alcohol. The total synthesis of (-)-α-conhydrine and its pyrrolidine analogue starting from readily available D-erythronolactone was achieved via the regioselective and diastereoselective allylic amination of anti-1,2-dibenzyl ether by using chlorosulfonyl isocyanate.
Dong, Guang Ri,Hong, Seungmin,Kim, Seung In,Kim, In Su,Jung, Young Hoon
p. 4200 - 4205
(2012/10/07)
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