total synthesis of himalensine A were described herein. Nitrone-induced 1,3-dipolar [3 + 2] cycloaddition was applied for the construction of A/C rings along with the all-carbon quaternary center. Pd-catalyzed enolate alkenylation and ring closing metathesis (RCM) were adopted to install the B/D rings to accomplish the [6,6,5,7] core framework. Nazarov reaction was utilized to install the F ring to complete
Catalytic enantioselective addition of diethylzinc to 1,3-dithian-2-yl substituted aliphatic aldehydes: a new approach to optically active 2-(hydroxyalkyl)-1,3-dithianes
Asymmetric synthesis of 2-(hydroxyalkyl)-1,3-dithianes was achieved in good yields of up to 81% by using various 1,3-dithian-2-yl-substituted aliphatic aldehydes as substrates in the catalytic enantioselective addition of diethylzinc, With fair enantiomeric ratios of up to 85:15 in the enantiocontrolled ethylation step this synthetic approach provides an entry towards potential chiral building blocks. (C) 2000 Elsevier Science Ltd. All rights reserved.
BURKE, S. D.;POWNER, T. H.;KAGEYAMA, M., TETRAHEDRON LETT., 1983, 24, N 42, 4529-4532