@article{6d5188c8d6bc4616a3b93dbf585b320e,
title = "Asymmetric synthesis of (-)-denticulatins A and B via group-selective aldolization of a meso dialdehyde with a chiral N-propionylsultam",
abstract = "Aldolization of meso dialdehyde 3 with a borylenolate obtained from chiral N-propionylsultam 4 yields efficiently lactols 5 with simultaneous generation of five stereogenic centers.Dithioketalization/O-desilylation of 5 affords acyclic diol 9 which is converted into the marine polypropionates 1a and 1b via the asymmetric alkylation of N-propionyltoluenesultam 11 and the aldol coupling 10 + 15 → 16.",
author = "Wolfgang Oppolzer and {De Brabander}, Jef and Eric Walther and G{\'e}rald Bernardinelli",
note = "Funding Information: Financial support of this work by the SwissN ationalS cienceF oundationS, andozP harmaL td, Basel and Givaudan-RourAeG , Dtibendorf, is gratefully acknowledged. We thank the Stipendienfonddes r Basler ChemischeInn dustriefo r a scholarship to E. W..We are indebted to Dr. lan Patersonfo r kindly providing reference spectra and experimental details concerning the final conversion 2 ---> 1 and to Mr. J. P. Saulnier, Mr. A. Pinto and Mrs. D. Klink for NMR and MS measurements.",
year = "1995",
month = jun,
day = "19",
doi = "10.1016/0040-4039(95)00787-D",
language = "English (US)",
volume = "36",
pages = "4413--4416",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "25",
}