Skip to main content
. Author manuscript; available in PMC: 2010 Oct 15.
Published in final edited form as: Org Lett. 2009 Oct 15;11(20):4520–4523. doi: 10.1021/ol9016595

Scheme 4.

Scheme 4

New synthesis of C14-C19 building block. Reagents and conditions: (a) 1. catalytic enantioselective Cr-mediated propargylation in the presence of the Cr-catalyst (10 mol %) prepared from CrBr3 and (R)-sulfonamide E. 2. Ac2O/pyr/rt. 3. Amano lipase PS-800 (10% wt), phosphate buffer:acetone (1:9), 50 °C; the overall yield of optically pure 8 from 5: 73%. (b) Cl3CCONH2, PPh3, CH2Cl2, rt (94%). (c) B-iodo-9-BBN, CH2Cl2, 0 °C (85%).15