Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone
Publication
, Journal Article
McCombie, SW; Cox, B; Lin, SI; Ganguly, AK; McPhail, AT
Published in: Tetrahedron Letters
May 6, 1991
Directed, homogeneous hydrogenation of 1-(1-hydroxymethylethyl)-5-methoxy-3,4-dihydronaphthalene (7), followed by protection and selective benzylic oxidation gave the 1-oxo-(4R*, 11R*) compound (13). After addition of MeCeCl2, the natural C-1 stereochemistry was established by intramolecular hydride delivery from the di-t-butylsilylether. Final elaboration of the sidechain and the Ar ring substituents gave the secopseudopterosin aglycone other (3). © 1991.
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Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
May 6, 1991
Volume
32
Issue
19
Start / End Page
2083 / 2086
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
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McCombie, S. W., Cox, B., Lin, S. I., Ganguly, A. K., & McPhail, A. T. (1991). Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone. Tetrahedron Letters, 32(19), 2083–2086. https://doi.org/10.1016/S0040-4039(00)71242-1
McCombie, S. W., B. Cox, S. I. Lin, A. K. Ganguly, and A. T. McPhail. “Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone.” Tetrahedron Letters 32, no. 19 (May 6, 1991): 2083–86. https://doi.org/10.1016/S0040-4039(00)71242-1.
McCombie SW, Cox B, Lin SI, Ganguly AK, McPhail AT. Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone. Tetrahedron Letters. 1991 May 6;32(19):2083–6.
McCombie, S. W., et al. “Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone.” Tetrahedron Letters, vol. 32, no. 19, May 1991, pp. 2083–86. Scopus, doi:10.1016/S0040-4039(00)71242-1.
McCombie SW, Cox B, Lin SI, Ganguly AK, McPhail AT. Controlling benzylic functionality and stereochemistry: 1. Synthesis of the secopseudopterosin aglycone. Tetrahedron Letters. 1991 May 6;32(19):2083–2086.
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
May 6, 1991
Volume
32
Issue
19
Start / End Page
2083 / 2086
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry