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Volumn 32, Issue 45, 1991, Pages 6571-6574

Asymmetric catalysis by chiral titanium perchlorate for carbonyl-ene cyclization

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXANE DERIVATIVE; ETHER DERIVATIVE; PYRAN DERIVATIVE;

ARTICLE; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0025950360 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/0040-4039(91)80224-T Document Type: Article

Times cited : (37)

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- 3) trans-3: δ 1.64 ≈ 1.72 (m, 2H), 1.75 (s, 3H), 1.87 (bs, 1H), 2.12 (dt, J = 5, 10 Hz, 1H), 3.10 (t, J = 10 Hz, 1H), 3.38 (dt, J = 3, 11 Hz, 1H), 3.60 (dt, J = 5, 10 Hz, 1H), 3.94 (ddd, J = 2, 5, 11 Hz, 1H), 4.08 (dd, J = 5, 11 Hz, 1H), 4.91 (s, 1H), 4.95 (s, 1H); cis-3: δ 1.45 (m, 1H), 1.82 (s, 3H), 2.03 (dq, J = 5, 13 Hz, 1H), 2.23 (m, 1H), 3.44 (dt, J = 2, 12 Hz, 1H), 3.53 (dd, J = 1, 12 Hz, 1H), 3.82 (br, 1H), 4.05 (dd, J = 2, 12 Hz, 1H), 4.82 (s, 1H), 5.01 (s, 1H).

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33
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- 3) (R)-MTPA ester of trans-3: δ 1.64 (s 3H), 1.67 ≈ 1.81 (m, 2H), 2.37 (dt, J = 5, 11 Hz, 1H), 3.25 (t, J = 10 Hz, 1H), 3.37 (dt, J = 3, 11 Hz, 1H), 3.92 ≈ 3.98 (m, 1H), 4.11 (dd, J = 5, 11 Hz, 1H), 4.70 (m, 2H), 5.15 (dt, J = 5, 10 Hz, 1H); (S)-MTPA ester of trans-3: δ 1.74 (s, 3H), 1.72 ≈ 1.82 (m, 2H), 2.43 (dt, J = 5, 11 Hz, 1H), 3.07 (t, J = 3 Hz, 1H), 3.34 (m, 1H), 3.91 ≈ 3.97 (m, 1H), 4.03 (dd, J = 5, 11 Hz, 1H), 4.87 (m, 2H), 5.16 (dt, J = 5, 10 Hz, 1H).

34
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