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Volumn , Issue 2, 2009, Pages 209-212

Stereoselective total synthesis of (+)-valienamine and (+)-4-epi- valienamine via a ring-closing enyne metathesis protocol

(2) Radha Krishna, Palakodety a Srinivas Reddy, P a

a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY (India)

Author keywords

4 epi valienamine; Carreira alkynylation; Grubbs' catalyst; Ring closing enyne metathesis; Sharpless asymmetric dihydroxylation; Valienamine

Indexed keywords

EID: 62349130865 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0028-1087669 Document Type: Article

Times cited : (9)

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- Spectral data for selected compounds: Compound 10b: light yellow syrup; [α]D25 +11.96 (c, 0.59, CHCl 3, 1H NMR (300 MHz, CDCl3, δ, 6.01 (m, 2 H, 5.20-5.34 (m, 2 H, 4.89 (q, 1 H, J, 8.8, 15.4 Hz, 4.80 (dd, 1 H, J, 4.0, 7.0 Hz, 4.66-4.76 (m, 2 H, 4.50-4.62 (m, 2 H, 4.38 (br s, 1 H, 4.02 (t, 1 H, J, 3.3 Hz, 3.76-3.83 (m, 2 H, 3.46 (s, 3 H, 3.43 (s, 3 H, 3.36 (s, 3 H, 2.46 (d, 1 H, J, 1.8 Hz, 1.44 (s, 9 H, 13C NMR (75 MHz, CDCl3, δ, 155.6, 135.1, 116.6, 99.3, 97.2, 94.4, 79.5, 79.4, 77.9, 76.0, 67.1, 56.8, 56.1, 55.9, 53.8, 28.3. IR (neat, 3425, 3252, 2930, 2250, 2154, 1714, 1640, 1502, 1158, 1026 cm -1. HRMS: m/z [M, Na, calcd for C 19H33NO8Na: 426.2103; found: 426.2107. Compound 11b: light yellow syrup; [α]D25 -77.21 c, 0
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